5-(4-Hydroxybut-1-ynyl)-2,2'-bithiophene

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  • Identifiers

    CAS number
    1137-87-7

    Molecular formula
    C12H10OS2

    SMILES
    C1=CSC(=C1)C2=CC=C(S2)C#CCCO

    Safety labels

  • Odor profile

    Fragrance
    Meaty 61.28%
    Roasted 53.56%
    Sulfurous 45.06%
    Burnt 41.11%
    Coffee 38.43%
    Savory 36.28%
    Cooked 34.85%
    Nutty 32.46%
    Beefy 29.98%
    Caramellic 24.14%

     

    Flavor
    Bitter 47.23%
    Roasted 46.87%
    Meaty 34.25%
    Coffee 32.01%
    Roast 30.37%
    Cooked 30.17%
    Sulfury 29.93%
    Nutty 28.11%
    Mild 23.24%
    Scallion 22.69%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    3.0

    pKa est.
    5.58 (weak acid)

    Molecular weight
    234.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    468°C

    Melting point expt.

    • 68 °C

    Flash point

    • 174.18 ˚C est.

  • Synonyms

    • 5-(4-hydroxybut-1-ynyl)-2,2'-bithiophene
    • ABT7YQY6YB
    • 4-(5-(2-Thienyl)-2-thienyl)-3-butyn-1-ol
    • 3-Butyn-1-ol, 4-(5-(2-thienyl)-2-thienyl)-
    • 5-(4-hydroxy-1-butynyl)-2,2'-bithienyl
    • 4-[2,2'-Bithiophen-5-yl]-3-butyn-1-ol
    • 5-(4-Hydroxy-1-butynyl)-2,2'-bithiophene
    • CHEBI:16887
    • 5-(4-Hydroxy-but-1-ynyl)-2,2'-bithiophene
    • DTXSID40150533
    • 4-[5-(thiophen-2-yl)thiophen-2-yl]but-3-yn-1-ol
    • 4-(2,2'-Bithiophen-5-yl)but-3-yn-1-ol
    • 5-4-HYDROXYBUT-1-YNYL-22-BITHIOPHENE
    • 3-Butyn-1-ol, 4-[5-(2-thienyl)-2-thienyl]-
    • 4-[5-(2-Thienyl)-2-thienyl]-3-butyn-1-ol, 8CI
    • 4-(2,2'-Bithiophen-5-yl)-3-butyn-1-ol
    • 4-(5-(2-Thienyl)-2-thienyl)-3-butyn-1-ol, 8ci
    • 4-(5-(thiophen-2-yl)thiophen-2-yl)but-3-yn-1-ol
    • RefChem:101705
    • DTXCID1073024
    • ASKPCVROMAYWEF-UHFFFAOYSA-N
    • 1137-87-7
    • 4-[2,2'-Bithiophen]-5-yl-3-Butyn-1-ol
    • UNII-ABT7YQY6YB
    • 4-(5-thiophen-2-ylthiophen-2-yl)but-3-yn-1-ol
    • 4-(2,2'-bithien-5-yl)but-3-yn-1-ol
    • 3-Butyn-1-ol, 4-[2,2'-bithiophen]-5-yl-
    • 4-([2,2'-bithiophen]-5-yl)but-3-yn-1-ol
    • 4-(2,2'-BITHIOPHEN)-5-YL-3-BUTYN-1-OL
    • 3-BUTYN-1-OL, 4-(2,2'-BITHIOPHEN)-5-YL-
    • C04486
    • SCHEMBL498705
    • CHEMBL2252907
    • LMFA12000354
    • 5-(4-hydroxy-1-butynyl)-2,2 '-bithiophene
    • 4-[5-(2-thienyl)-2-thienyl]but-3-yn-1-ol
    • EN300-10013162
    • Q27102130
    • 1137-87-7

  • Applications

    5-(4-Hydroxybut-1-ynyl)-2,2'-bithiophene is primarily used as a building block in conjugated polymer and small-molecule materials for organic electronics, including roles as a monomer or comonomer in conductive polymers for devices such as organic field-effect transistors and organic photovoltaics. The terminal alkyne and hydroxyl functionality enables post-synthesis modification, crosslinking, and surface functionalization via click chemistry, supporting applications in surface-anchored coatings, conductive inks, and sensor platforms. It also serves as an intermediate to introduce solubility and processability changes in functionalized bithiophene-based materials, with the bithiophene core providing favorable electronic properties for optoelectronic components, subject to formulation limits and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 119.32
    methanol 152.53
    isopropanol 64.43
    water 0.2
    ethyl acetate 134.13
    n-propanol 81.78
    acetone 415.47
    n-butanol 75.02
    acetonitrile 112.19
    DMF 955.6
    toluene 47.02
    isobutanol 56.92
    1,4-dioxane 302.27
    methyl acetate 160.61
    THF 514.9
    2-butanone 206.37
    n-pentanol 77.01
    sec-butanol 55.75
    n-hexane 1.47
    ethylene glycol 116.53
    NMP 398.94
    cyclohexane 3.36
    DMSO 1081.45
    n-butyl acetate 99.3
    n-octanol 38.61
    chloroform 233.31
    n-propyl acetate 116.78
    acetic acid 160.93
    dichloromethane 248.5
    cyclohexanone 254.38
    propylene glycol 116.42
    isopropyl acetate 85.07
    DMAc 543.49
    2-ethoxyethanol 264.1
    isopentanol 70.89
    n-heptane 3.51
    ethyl formate 106.73
    1,2-dichloroethane 191.11
    n-hexanol 64.36
    2-methoxyethanol 450.52
    isobutyl acetate 89.62
    tetrachloromethane 16.91
    n-pentyl acetate 73.06
    transcutol 672.61
    n-heptanol 39.31
    ethylbenzene 23.88
    MIBK 101.66
    2-propoxyethanol 193.32
    tert-butanol 81.49
    MTBE 73.93
    2-butoxyethanol 119.22
    propionic acid 89.75
    o-xylene 24.9
    formic acid 102.33
    diethyl ether 83.96
    m-xylene 31.21
    p-xylene 27.38
    chlorobenzene 86.76
    dimethyl carbonate 132.86
    n-octane 2.13
    formamide 204.52
    cyclopentanone 371.55
    2-pentanone 163.28
    anisole 112.12
    cyclopentyl methyl ether 141.35
    gamma-butyrolactone 321.71
    1-methoxy-2-propanol 263.07
    pyridine 218.67
    3-pentanone 117.19
    furfural 346.94
    n-dodecane 3.06
    diethylene glycol 240.76
    diisopropyl ether 24.44
    tert-amyl alcohol 67.57
    acetylacetone 258.81
    n-hexadecane 3.5
    acetophenone 124.2
    methyl propionate 152.17
    isopentyl acetate 91.54
    trichloroethylene 399.16
    n-nonanol 38.04
    cyclohexanol 75.13
    benzyl alcohol 116.25
    2-ethylhexanol 45.12
    isooctanol 37.0
    dipropyl ether 54.49
    1,2-dichlorobenzene 83.74
    ethyl lactate 90.08
    propylene carbonate 159.76
    n-methylformamide 267.71
    2-pentanol 48.09
    n-pentane 1.87
    1-propoxy-2-propanol 133.61
    1-methoxy-2-propyl acetate 155.13
    2-(2-methoxypropoxy) propanol 144.21
    mesitylene 18.97
    ε-caprolactone 186.68
    p-cymene 24.61
    epichlorohydrin 423.48
    1,1,1-trichloroethane 100.22
    2-aminoethanol 125.44
    morpholine-4-carbaldehyde 514.24
    sulfolane 440.79
    2,2,4-trimethylpentane 3.05
    2-methyltetrahydrofuran 186.74
    n-hexyl acetate 86.89
    isooctane 2.51
    2-(2-butoxyethoxy)ethanol 195.2
    sec-butyl acetate 77.19
    tert-butyl acetate 101.84
    decalin 4.5
    glycerin 243.53
    diglyme 362.81
    acrylic acid 114.78
    isopropyl myristate 42.52
    n-butyric acid 113.41
    acetyl acetate 96.14
    di(2-ethylhexyl) phthalate 51.92
    ethyl propionate 87.97
    nitromethane 394.43
    1,2-diethoxyethane 163.7
    benzonitrile 114.51
    trioctyl phosphate 35.69
    1-bromopropane 63.32
    gamma-valerolactone 528.31
    n-decanol 31.39
    triethyl phosphate 49.97
    4-methyl-2-pentanol 38.42
    propionitrile 81.36
    vinylene carbonate 163.75
    1,1,2-trichlorotrifluoroethane 387.91
    DMS 109.56
    cumene 20.03
    2-octanol 28.91
    2-hexanone 125.15
    octyl acetate 52.52
    limonene 34.91
    1,2-dimethoxyethane 364.7
    ethyl orthosilicate 47.65
    tributyl phosphate 43.71
    diacetone alcohol 147.04
    N,N-dimethylaniline 71.51
    acrylonitrile 135.85
    aniline 99.79
    1,3-propanediol 155.78
    bromobenzene 80.39
    dibromomethane 123.77
    1,1,2,2-tetrachloroethane 269.38
    2-methyl-cyclohexyl acetate 76.56
    tetrabutyl urea 65.47
    diisobutyl methanol 31.23
    2-phenylethanol 95.56
    styrene 37.1
    dioctyl adipate 69.09
    dimethyl sulfate 232.89
    ethyl butyrate 80.23
    methyl lactate 141.52
    butyl lactate 84.21
    diethyl carbonate 60.81
    propanediol butyl ether 137.79
    triethyl orthoformate 69.34
    p-tert-butyltoluene 23.46
    methyl 4-tert-butylbenzoate 91.5
    morpholine 334.03
    tert-butylamine 38.33
    n-dodecanol 25.99
    dimethoxymethane 431.94
    ethylene carbonate 127.63
    cyrene 172.89
    2-ethoxyethyl acetate 146.63
    2-ethylhexyl acetate 71.66
    1,2,4-trichlorobenzene 113.3
    4-methylpyridine 166.0
    dibutyl ether 50.16
    2,6-dimethyl-4-heptanol 31.23
    DEF 195.11
    dimethyl isosorbide 206.24
    tetrachloroethylene 142.55
    eugenol 122.88
    triacetin 129.34
    span 80 110.9
    1,4-butanediol 87.39
    1,1-dichloroethane 122.48
    2-methyl-1-pentanol 67.1
    methyl formate 218.08
    2-methyl-1-butanol 64.3
    n-decane 4.18
    butyronitrile 85.63
    3,7-dimethyl-1-octanol 42.77
    1-chlorooctane 24.47
    1-chlorotetradecane 12.27
    n-nonane 3.31
    undecane 3.51
    tert-butylcyclohexane 4.33
    cyclooctane 1.51
    cyclopentanol 86.05
    tetrahydropyran 173.86
    tert-amyl methyl ether 64.78
    2,5,8-trioxanonane 252.02
    1-hexene 13.45
    2-isopropoxyethanol 159.62
    2,2,2-trifluoroethanol 75.92
    methyl butyrate 118.66

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction